Once in awhile people get a second chance and for the Quimby family they are getting them in spades. After a faux date with Eli for her birthday, Jane finally gets the opportunity to go on a real date, while Ben gets a second chance of a lifetime when a minor league baseball scout wants him to try out for a coveted spot. With Dakota's proposal hanging in the air, Kate must decide on if she should give marriage a second chance or will she allow her commitment issues to scare her off again. But if Kate says yes, what does that mean for Jane and Ben? Will their second chance with their mother be over with her heading back to Colorado for marital bliss?
Meanwhile, Billy is having a hard time with Zoe and Nick's roles in the play. Is the past doomed to repeat itself?